Dichloromethane → HCID 22247895, compound

HRID 890087Notes

Reaction equation

HRID 890087 reaction equation
C([O:5][C:6]1[N:11]=[C:10]([CH2:12][CH2:13][N:14]2[CH2:19][CH2:18][C:17]([CH2:21][O:22][C:23]3[CH:28]=[CH:27][CH:26]=[CH:25][C:24]=3[F:29])([OH:20])[CH2:16][CH2:15]2)[CH:9]=[N:8][CH:7]=1)(C)(C)C.C(=O)(O)[O-].[Na+].ClCCl>C(OCC)(=O)C.Cl.C(OCC)(=O)C>[OH:20][C:17]1([CH2:21][O:22][C:23]2[CH:28]=[CH:27][CH:26]=[CH:25][C:24]=2[F:29])[CH2:18][CH2:19][N:14]([CH2:13][CH2:12][C:10]2[NH:11][C:6](=[O:5])[CH:7]=[N:8][CH:9]=2)[CH2:15][CH2:16]1

Participants

6

Reactant 3

HCID 6344DichloromethaneHCID 516892Sodium BicarbonateHCID 22248244HCID 22248244, compound

Product 1

HCID 22247895HCID 22247895, compoundYield 79%

Reagents, catalysts & solvents 2

HCID 8857Ethyl AcetateSolventHCID 21866389Hydrogen chloride-ethyl acetateSolvent

Procedure

After dissolving 274 mg of 1-[2-(6-tert-butoxypyrazin-2-yl)ethyl]-4-(2-fluorophenoxymethyl)piperidin-4-ol in 3 ml of ethyl acetate, 3 ml of 4N hydrogen chloride/ethyl acetate was added and the mixture was all owed to stand at room temperature for 2 hours. Aqueous sodium bicarbonate solution was added to the reaction solution and extraction was performed with dichloromethane. After drying over anhydrous magnesium sulfate, the solvent was distilled off under reduced pressure. Diethyl ether was added to the residue and the mixture was filtered to obtain the title compound (186 mg, 79% yield).

Workup

  1. additionwas added
  2. dry with materialAfter drying over anhydrous magnesium sulfate
  3. distillationthe solvent was distilled off under reduced pressure
  4. additionDiethyl ether was added to the residue
  5. filtrationthe mixture was filtered

Sources & evidence

ORD record
ord-28e94b22239a4ee89424e44ad334a99d
Source dataset
uspto-grants-2006_02
Patent number
US06995144B2

Reaction notes

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